Do you know that single women are accustomed to being independent and self-sufficient?
Have you checked to see these signs in your woman? You probably must have noticed that being in love with a woman that has been single for a long time requires some hard work.
She embodies everything you dreamed of in a woman, yet she seems tough. You have to know how to successfully date a woman single for a long time.
You need to know that this kind of woman takes pride in the things she does on her own. It seems they don’t require company and choose to be left alone. They may believe in playing their cards their way without the assistance of others.
However, when you meet a lady who has been single for a long time and starts dating her, you’ll notice a huge difference from your previous relationships.
It’s a big change for her to go from being fully self-sufficient to having someone around. She’s a tougher nut to crack, but once you figure her out and enter her heart, you’ll see how valuable, romantic and loving she is.
To help you successfully navigate this unfamiliar territory and date a woman that has been single for a long time, I have compiled signs to know your woman has been on her own for long and helpful tips to help you without causing any unnecessary problems or inconveniences.
Let’s dive in!
Do you want to know how to find out if the woman you’re interested in or you’re dating has been single for a long time?
Here are some basic telling indications that can help you figure that out!
Signs to Know a Woman Has Been Single For Long

1. She Will Do Things Without Your Intention And Permission
She is completely at ease with her independence. She believes she can do whatever she wants without informing you. She’d want to tell you, but she’s fine with doing anything she wants without asking anyone’s permission.
2. She Might Be Rigid At First
While dealing with challenges independently, she was always strong and tenacious. You may have infringed on some of her domain when you walk in.
At first, she’ll behave. Although this will dissipate, be prepared and flexible to assist her in realizing that you are partners.
3. She Will Project A Tough Demeanor
She uses her intimidating appearance to protect herself and intimidate others. They might be able to tear down this ostensibly strong curtain at some point.
It is up to you to exercise patience and understanding. They have a clear idea of what they desire. They may be able to use this trait to assist them in sifting through the procedure.
4. She Always Wants to be Alone
She is so used to being alone that she prefers to take things slowly rather than get into a committed relationship right away. It doesn’t mean she doesn’t like you; it just means she’s digesting the concept and attempting to find a way to integrate herself into the relationship.
5. She’ll Have A Hard Time Letting You Help Her With Stuff
She is accustomed to looking after herself. It’s unlikely that she’ll think of you as some Superman rescuing her. She has spent so much of her life alone that having someone else merely watch out for her would be tough for her. As a result, could you not take it too seriously?
6. She’ll Need Her Privacy From Time To Time
You may find this unusual, but she will require privacy from time to time. She is accustomed to spending the most out of her time alone.
She can think freely and sort things out since she has so much room and time. The extra space allows her to view you more clearly.
7. She Is Going To Be Reserved
She won’t want to tell you everything you need to know about her life at the moment. It may take some time for her to disclose the things that are most important and meaningful to her.
She’ll want you to hold out on such important information. Perhaps as you get to know her better, she will reveal the raw side of her lovely self for you to see. The wait will be worth it.
8. She Doesn’t Act As She Likes You.
She might not say anything overtly romantic at first because she’s still deciding in her thoughts if it’s safe to do so.
She’s been let down and disappointed in relationships before, so she needs some time to figure it out in her thoughts before she feels comfortable telling you how she’s feeling.
You’ll feel more cared for than ever if you’re patient and prove that she can trust you because when she shows her cards, she does it with her full heart.
How to Date a Woman Single for a Long Time

1. Ask About Her Past
The most direct way to get information about a woman’s past relationships is through simple, respectful questions. Ask her how many boyfriends she’s had and how long each relationship lasted.
If you’re interested in getting a sense of who she was with before you, follow up with detailed questions about where they met, what they did together and what ultimately ended their relationship.
It may seem like an awkward conversation at first, but it can help give you insight into whether or not she has commitment issues.
The last question on your list should be, How do you feel about being single right now? This question allows her to tell you exactly how she feels without feeling defensive or attacked.
Plus, if she is still pining over a lost love, she might let that slip out when asked directly.
Asking these questions can be uncomfortable at first — especially if your girlfriend isn’t used to discussing her previous partners — but remember that open communication leads to stronger relationships.
2. Have Some Backing
If your woman has been single for a long time, she will need some reassurance that you can handle a committed relationship.
Reassuring her is one way you can give her that reassurance. Let her know that your family and friends have given their blessing.
Be careful not to sound like you’re bragging about how awesome your support system is—make sure to use supportive language like my family thinks we would make a great couple of my friends say they think we would be good together.
And try not to say anything negative about previous relationships; if there was something bad in her past relationships, let her bring it up first.
As far as sex goes, wait until you’ve both established trust before bringing it up. Remember that if your lover has a history of being cheated on, she may be reluctant to engage in physical intimacy with someone new.
Be patient and understanding as you work through these issues together. It will pay off!
3. Focus on Her Strengths
Nothing is worse than dating someone reminding you of your ex. If your girlfriend hasn’t dated in a while, give her time to focus on herself before you come along and mess everything up.
Remember that you’re not here to replace anyone else. When you date a woman who has been single for a long time, you should be focusing on how great she is instead of how much better other people are.
She needs encouragement from someone who will appreciate all that she brings to the table—not tear her down because there are things about her that aren’t perfect. Showing interest in what makes her unique will do wonders for making sure you both have fun together!
Don’t compare yourself to others: Everyone goes through different stages of life and experiences many different things.
It might be tempting to bring up an ex-girlfriend or guy at work who flirts with her, but it’s important to remember these sorts of remarks don’t make you look good—only make her feel bad.
4. Show Her That She Deserves Attention
If you’re looking to date a woman who has been single for a long time or you’re already dating, then you will need to approach her with care.
She may have had plenty of guys hitting on her lately, but if she hasn’t had any luck in finding someone lasting, she may not be so quick to jump into another relationship.
Make sure that she knows that you respect and value her feelings. Be sensitive to how she feels about dating again after being alone for a long time.
Show her that you can treat her right by respecting her boundaries and taking things slow. Doing this will help show her that she deserves attention from men like you.
Here are a few tips on how to give her attention:
- Send her a message whenever you’re thinking about her
- Compliment her to boost her self-esteem.
- Spend quality time with her.
- Show interest in getting to know her family and friends.
- Make plans for a weekend trip.
- Shower her with gifts.
- Be attentive when she speaks.
- Let her know you are proud to have her.
5. Be A Lot Of Fun
Be patient. Dating a woman who has been single for a long time might be more challenging than dating someone fresh off of a breakup or divorce.
Remember that these women have not been dating regularly, and they may have certain old habits that are difficult to break. Don’t expect her to fall in love with you immediately – like all people; she will need time and space to learn more about you.
Take it slow, don’t rush things, and enjoy each other’s company as friends first.
Then let nature take its course! If you try too hard, then she will feel pressured and uncomfortable.
Being fun is one of your best assets when dating a woman who has been single for a long time.
If you make her laugh, treat her well, and show genuine interest in what makes her tick (and what doesn’t), then your chances of winning over her heart go up exponentially.
6. Establish Dominance Over The Conversation
Don’t be afraid to take control over what topics will be discussed during your date. Without being controlling, lead your date towards topics you’re most interested in discussing.
Don’t allow yourself to become distracted by her stories if they don’t interest you.
Keep in mind that the goal of dating is not simply having fun but getting acquainted with someone new and evaluating whether or not they would make a suitable partner.
When establishing dominance over a conversation, remember that less is more. Keep your answers short and sweet so your girlfriend has plenty of opportunities to ask follow-up questions.
If she doesn’t ask any? Just keep asking them until she does.
7. Know What to Avoid
The biggest obstacle to long-term relationships is time. In other words, don’t expect anything good to happen until this woman knows you can keep it up.
Of course, you can’t control how long she was in her last relationship, but there are some actions and behaviors you should avoid if you want to date a woman who has been single for more than two years.
Don’t get too attached too quickly—let things play out naturally at first. If you show interest from day one, she might feel like you’re trying to rush into something serious before giving her a chance to get comfortable with your friendship.
If she doesn’t seem interested after a few weeks of dating, give her space and go back to being friends for another month or so before trying again.
It takes time to build trust—and even longer when someone has gone through heartbreak before. Be patient and understanding as you build your relationship with each other over time.
8. Don’t Rush Things
When a woman who has been single for a long time is interested in dating again, she may feel excited and vulnerable.
Don’t rush things—be understanding, patient, and kind. She may be out of practice with flirting, leading her to misinterpret your intentions. If you sense that she’s nervous or uncomfortable, back off and give her some space.
Remember that while it may have been years since she was last on a date, it doesn’t mean she isn’t ready to fall in love again.
Give her time to get used to being around someone new. Also, remember that every woman experiences loss differently; if you know something about her previous relationship, don’t bring it up unless she does first.
For example, if her partner died and there are no lingering issues between them, then ask about him!
However, if he cheated on her multiple times before their breakup and caused a lot of pain for both parties involved, don’t ask about him because there could still be unresolved issues.
Final Words
Let nothing stop you from going for the woman of your dreams, even if she looks independent or seldom asks for your help.
These 8 solid signs will help you know that your woman has not been in a relationship for a long time. With these signs, you’ll be able to break every wall.
However, don’t be tempted to push things too hard or get mad at behavior. You must patiently treat your love so that your genuine love will change her.
In winning a woman to yourself, you must be proactive and calm; she will eventually get soft with you.
Do any of these signs match up with your woman’s behavior? Drop your answers in the comment section below!